Annotated almanac, 1745

Almanac containing calendar pages with sporadic annotations of unidentified measurements and interleaved pages with short handwritten entries about Winthrop's daily activities, and astronomical and meteorological observations. The entries include personal notes about travel, the weather, deaths in the community, notes of public fasts for the Louisbourg expedition (February 28) and the "Indian war" (September 19), and a note of the surrender of Louisbourg (June 17). There is an entry listing the burials and baptisms in Boston by month, with the deaths subdivided for white and black individuals, and notes of "French prisoners" for July and "Fever & flux" for September.

Annotated almanac, 1759

Almanac containing a laid-in leaf and calendar pages with sporadic annotations of measurements, a note of the printer's markings on Winthrop and his wife's watches (January). The laid-in leaf includes personal entries about a measles outbreak (January), the death of his "negro man George" (May 13), the presence of bears in the area (September), the surrender of Quebec (October 16), the heights of Winthrop's son Jemmy and a "new negro boy" named Scipio, and deaths in the community including the burial and baptism statistics for Boston.